Wavelength-dependent selectivity in [4+4]-cycloaddition reactions

被引:19
|
作者
Bailey, David [1 ]
Williams, Vance E. [1 ]
机构
[1] Simon Fraser Univ, Dept Chem, Burnaby, BC V5A 1S6, Canada
来源
JOURNAL OF ORGANIC CHEMISTRY | 2006年 / 71卷 / 15期
关键词
D O I
10.1021/jo060838q
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Selective excitation of a variety of anthracene derivatives in the presence of anthracene led to the formation of only the cross-cyclomer products, while irradiating these mixtures at wavelengths where anthracene also absorbs led to both dianthracene and the mixed cyclomers being formed. This method was shown to be general, so long as the chromophore was inert toward forming its homodimer and could be irradiated at wavelengths at which anthracene does not absorb.
引用
收藏
页码:5778 / 5780
页数:3
相关论文
共 50 条
  • [31] “4+4<8”
    陈红
    小学生导刊(中年级), 2011, (12) : 49 - 49
  • [32] Acceleration and Selectivity of 1,3-Dipolar Cycloaddition Reactions Included in a Polar [4
    Li, Yifan
    Mirabella, Chiara F. M.
    Aragay, Gemma
    Ballester, Pablo
    JACS AU, 2025, 5 (02): : 902 - 912
  • [33] Facet-, composition- and wavelength-dependent photocatalysis of Ag2MoO4
    Warmuth, Lucas
    Ritschel, Christian
    Feldmann, Claus
    RSC ADVANCES, 2020, 10 (31) : 18377 - 18383
  • [34] Approaches to asymmetric induction in 2-pyrone [4+4]-photo-cycloaddition processes
    Bender, JA
    West, FG
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1996, 211 : 402 - ORGN
  • [35] Volume Change during Thermal [4+4] Cycloaddition of [2.2] (9,10)Anthracenophane
    Slepetz, Brad
    Kertesz, Miklos
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2013, 135 (37) : 13720 - 13727
  • [36] Beyond the medium ring: A [4+4] cycloaddition fragmentation synthesis of eleven-membered rings
    Sieburth, SM
    AlTel, TH
    Rucando, D
    TETRAHEDRON LETTERS, 1997, 38 (49) : 8433 - 8434
  • [37] A Palladium-Catalyzed Oxa-(4+4)-Cycloaddition Strategy Towards Oxazocine Scaffolds
    Scuiller, Anais
    Liu, Xueyang
    Cordier, Marie
    Garrec, Julian
    Archambeau, Alexis
    SYNLETT, 2021, 32 (10) : 981 - 986
  • [38] Construction of eight-membered carbocycles by palladium-catalyzed [4+4] cycloaddition of vinylallenes
    Murakami, M
    Itami, K
    Ito, Y
    SYNLETT, 1999, : 951 - 953
  • [39] Computational study on the reaction mechanism of the key thermal [4+4] cycloaddition reaction in the biosynthesis of epoxytwinol A
    Shiina, I
    Uchimaru, T
    Shoji, M
    Kakeya, H
    Osada, H
    Hayashi, Y
    ORGANIC LETTERS, 2006, 8 (06) : 1041 - 1044
  • [40] Fusicoccin ring system by [4+4] cycloaddition. Control of diastereoselectivity through hydrogen bonding
    Sieburth, SM
    McGee, KF
    Al-Tel, TH
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (03) : 587 - 588